Mecarbinate Chemical Properties

Melting point:

210.0 to 214.0 °C

Boiling point:

399.8±37.0 °C(Predicted)

Density 

1.20±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

≥ 7.1mg/mL in DMSO

form 

powder to crystal

pka

9.26±0.40(Predicted)

color 

White to Orange to Green

InChI

InChI=1S/C13H15NO3/c1-4-17-13(16)12-8(2)14(3)11-6-5-9(15)7-10(11)12/h5-7,15H,4H2,1-3H3

InChIKey

YTBNTDMBGXAOCG-UHFFFAOYSA-N

SMILES

N1(C)C2=C(C=C(O)C=C2)C(C(OCC)=O)=C1C

CAS DataBase Reference

15574-49-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RTECS 

NL6003600

HazardClass 

IRRITANT

HS Code 

29339900

Toxicity

mouse,LD,intraperitoneal,> 10gm/kg (10000mg/kg),Toksikologicheskii Vestnik. Vol. (1), Pg. 29, 1994.

Mecarbinate Usage And Synthesis

Chemical Properties

Off-white solid

Uses

Mecarbinate is a chemical intermediate of arbidol hydrochloride.

Synthesis

Synthesis: To a 250 ml round bottom flask was added p-benzoquinone (11.89 g, 0.11 mol) and 120 ml acetone and stirred well. Subsequently, a solution containing 0.11 mol of ethyl 3-(methylamino)-2-butenoate was added slowly and dropwise. The reaction mixture was stirred at 30°C for 2 hours. After completion of the reaction, the solvent was removed by distillation. The crude product was purified by recrystallization using acetone.

References

[1] Patent: CN106946761, 2017, A. Location in patent: Paragraph 0047-0050
[2] Journal of Organic Chemistry, 1959, vol. 24, p. 1750
[3] Patent: US2852527, 1956,
[4] Zhurnal Obshchei Khimii, 1959, vol. 29, p. 2777,2780; engl. Ausg. S. 2742, 2744
[5] Tetrahedron Letters, 2009, vol. 50, # 28, p. 4182 - 4184

Mecarbinate(15574-49-9)Related Product Information

• ETHANE
• RESMETHRIN
• Ethyl cyanoformate
• Dimethyl sulfate
• Dimethyl sulfide
• Dimethyl ether
• Dimethyl carbonate
• 2,5-Dimethylpyridine
• Ethyl formate
• Dimethyl fumarate
• Dacthal
• Urethane
• Dimethyl sulfoxide
• N,N-Dimethylformamide
• Arbidol hydrochloride
• Ethyl 5-acetyloxy-1,2-dimethylindole-3-carboxylate
• Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate
• Ethyl chloroformate